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Isoguvacine

From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

Isoguvacine
Clinical data

Drug class	GABA_A receptor agonist
Identifiers
IUPAC name 1,2,3,6-tetrahydropyridine-4-carboxylic acid
CAS Number	64603-90-3
PubChemCID	3765
IUPHAR/BPS	4226
ChemSpider	3633
UNII	YTF580771Y
ChEMBL	ChEMBL39071
CompTox Dashboard(EPA)	DTXSID30214855
ECHA InfoCard	100.150.537
Chemical and physical data
Formula	C₆H₉NO₂
Molar mass	127.143 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(O)/C1=C/CNCC1

Isoguvacine is aGABA_A receptor agonist used inscientific research.^[1] It is a highly chargedzwitterion and is unable to enter thecentral nervous system or produce central mediated effects.^[2]

See also

References

^Wahab A, Heinemann U, Albus K (October 2009). "Effects of gamma-aminobutyric acid (GABA) agonists and a GABA uptake inhibitor on pharmacoresistant seizure like events in organotypic hippocampal slice cultures".Epilepsy Research.86 (2–3):113–23.doi:10.1016/j.eplepsyres.2009.05.008.PMID 19535226.S2CID 32999271.
^Wafford KA, Ebert B (February 2006). "Gaboxadol--a new awakening in sleep".Curr Opin Pharmacol.6 (1):30–36.doi:10.1016/j.coph.2005.10.004.PMID 16368265.Early studies demonstrated that the highly charged zwitterions isoguvacine and P4S were unable to enter the CNS or exert any pharmacological activity, whereas muscimol and (to an even larger extent) gaboxadol produced observable changes in behaviour after systemic application [25].

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GABA receptor modulators

GABA_ATooltip γ-Aminobutyric acid A receptor

Positive modulators (abridged; seehere for a full list):α-EMTBL
Alcohols (e.g.,drinking alcohol,2M2B)
Anabolic steroids
Avermectins (e.g.,ivermectin)
Barbiturates (e.g.,phenobarbital)
Benzodiazepines (e.g.,diazepam)
Bromide compounds (e.g.,potassium bromide)
Carbamates (e.g.,meprobamate)
Carbamazepine
Chloralose
Chlormezanone
Clomethiazole
Dihydroergolines (e.g.,ergoloid (dihydroergotoxine))
Etazepine
Etifoxine
Fenamates (e.g.,mefenamic acid)
Flavonoids (e.g.,apigenin,hispidulin)
Fluoxetine
Flupirtine
Imidazoles (e.g.,etomidate)
Kava constituents (e.g.,kavain)
Lanthanum
Loreclezole
Monastrol
Neuroactive steroids (e.g.,allopregnanolone,cholesterol,THDOC)
Niacin
Niacinamide
Nonbenzodiazepines (e.g.,β-carbolines (e.g.,abecarnil),cyclopyrrolones (e.g.,zopiclone),imidazopyridines (e.g.,zolpidem),pyrazolopyrimidines (e.g.,zaleplon))
Norfluoxetine
Petrichloral
Phenols (e.g.,propofol)
Phenytoin
Piperidinediones (e.g.,glutethimide)
Propanidid
Pyrazolopyridines (e.g.,etazolate)
Quinazolinones (e.g.,methaqualone)
Retigabine (ezogabine)
ROD-188
Skullcap constituents (e.g.,baicalin)
Stiripentol
Sulfonylalkanes (e.g.,sulfonmethane (sulfonal))
Topiramate
Valerian constituents (e.g.,valerenic acid)
Volatiles/gases (e.g.,chloral hydrate,chloroform,diethyl ether,paraldehyde,sevoflurane)

GABA_A-ρTooltip γ-Aminobutyric acid A-rho receptor

Negative modulators:5α-Dihydroprogesterone
Bilobalide
Loreclezole
Picrotoxin (picrotin,picrotoxinin)
Pregnanolone
ROD-188
THDOC
Zinc

GABA_BTooltip γ-Aminobutyric acid B receptor

Negative modulators:Compound 14

See also: Receptor/signaling modulators; GABA_A receptor positive modulators; GABA metabolism/transport modulators

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